1-N-BOC-4-(4-FLUOROPHENYL)-4-HYDROXYPIPERIDINE synthesis

5synthesis methods

Product Name:1-N-BOC-4-(4-FLUOROPHENYL)-4-HYDROXYPIPERIDINE
CAS Number:553631-05-3
Molecular formula:C16H22FNO3
Molecular Weight:295.35

79099-07-3 Synthesis

79099-07-3
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$5.00/5g

352-13-6 Synthesis

352-13-6
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$40.00/50mL

1-N-BOC-4-(4-FLUOROPHENYL)-4-HYDROXYPIPERIDINE

553631-05-3
25 suppliers
$146.66/1g

Yield:553631-05-3 75.6%

Reaction Conditions:

Stage #1: N-tert-butyloxycarbonylpiperidin-4-one;4-flourophenylmagnesium bromide in tetrahydrofuran at 0 - 20; for 16 h;
Stage #2: with water;ammonium chloride in tetrahydrofuran at 20;Saturated solution;

Steps:

1

Synthesis of the Amine Unit AM-09: 4-(4-Fluorophenyl)-4-(2-pyrrolidin-1-yl-ethoxy)-piperidine-1-carboxylic acid tert-butyl ester (AM-09) Stage-1: A solution of N-Boc-piperidone (10 g, 50.188 mmol) in THF (100 ml) was added to a THF solution of 4-fluorophenylmagnesium bromide (100.376 mmol, 0.5 M) at 0° C. When the addition was complete, the reaction mixture was stirred at room temperature for 16 h (TLC control). The reaction was quenched with sat. NH₄Cl solution, the reaction mixture was diluted with ethyl acetate and the organic phase was washed successively with H₂O and sat. NaCl solution. The organic phase was dried over Na₂SO₄and finally concentrated in vacuo to obtain the crude product, which was purified by column chromatography (2% methanol in methylene chloride). Yield: 75.6%

References:

US2009/264400,2009,A1 Location in patent:Page/Page column 65

79099-07-3 Synthesis

79099-07-3
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460-00-4 Synthesis